I re-stumbled upon an older story that even the first time I read it had me questioning if the student in it had any legal case for his threat to sue here
The story is long but the short version is that a student was sharing condoms and information about birth control in a school that taught abstinence only sex ed, which the principal didn't approve of. The school created a rule that one couldn't congregate at lunch tables they weren't assigned to which was allegedly enforced selectively only to make those who came to the student for information/condoms sit down as a way to skirt free speech laws.
Then the student gets a bunch of people to put out bowls of candy for a little while before putting out a bowl of condoms. When he is pressured to stop putting out condoms he threatens to sue on the grounds that his free speech was silenced, supposedly their allowing free candy to be put out showed their problem was the condoms and that was preventing his free speech?
This claim seemed flimsy to me, while the boy has the right to talk about birth control, even distribute pamphlets on the topic, I don't think freedom of speech would stretch so far as to allow one to insist they be able to hand out items like condoms when the primary motive was not speech but for people to use the items? It seems the student would have more room to allege first amendment violation with the allegedly selectively enforced rules about talking to people at other lunch tables; but it seems like it would be rather hard to prove selective enforcement.
If this had gone to a court would the student have had any legal leg to stand on?